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Isovitexin

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Isovitexin
Names
IUPAC name
6-(β-D-Glucopyranosyl)-4′,5,7-trihydroxyflavone
Systematic IUPAC name
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one
Other names
homovitexin, saponaretin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.126.529 Edit this at Wikidata
UNII
  • InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2/t14-,17-,19+,20-,21+/m1/s1
    Key: MYXNWGACZJSMBT-VJXVFPJBSA-N
  • C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O
Properties
C21H20O10
Molar mass 432.38 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isovitexin (or homovitexin, saponaretin) is a flavone, namely the apigenin-6-C-glucoside. In this case, the prefix 'iso' does not imply an isoflavonoid (the position of the B-ring on the C-ring), but the position of the glucoside on the flavone, in comparison to vitexin.

Natural occurrence

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It can be found in the passion flower, Cannabis, oat and the açaí palm.[1]

Metabolism

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Glycosides

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Saponarin is the isovitexin-7-O-glucoside.

See also

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References

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  1. ^ "Pharmacological studies of Passiflora sp. and their bioactive compounds"